Triphenylphosphine → 4-Methylthiobenzyltriphenylphosphonium chloride

HRID 399078Notes

Reaction equation

HRID 399078 reaction equation
[CH3:1][S:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7][Cl:8])=[CH:5][CH:4]=1.[C:11]1([P:17]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C1(C)C=CC=CC=1>[Cl-:8].[CH3:1][S:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7][P+:17]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 701281-(Chloromethyl)-4-(methylthio)benzene

Product 1

HCID 189697944-Methylthiobenzyltriphenylphosphonium chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 4-methylthiobenzyl chloride (3.1 g) and triphenylphosphine (4.72 g) was heated in toluene (35 mL) at reflux for 18 hr. The mixture was cooled to 0° C. and filtered. The resulting solid was used as such in the next step.

Workup

  1. temperatureat reflux for 18 hr
  2. filtrationfiltered

Sources & evidence

ORD record
ord-465b6066befc43b98bac8ccf3782c5b8
Source dataset
uspto-grants-1998_10
Patent number
US05817700

Reaction notes

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